All Cast

Matt Damon

Matt Damon

Edward Bell Wilson

Angelina Jolie

Angelina Jolie

Margaret Ann Russell

Alec Baldwin

Alec Baldwin

Sam Murach

Tammy Blanchard

Tammy Blanchard

Laura

Billy Crudup

Billy Crudup

Arch Cummings

Robert De Niro

Robert De Niro

Bill Sullivan

Keir Dullea

Keir Dullea

Senator John Russell, Sr.

Michael Gambon

Michael Gambon

Dr. Fredericks

Martina Gedeck

Martina Gedeck

Hanna Schiller

William Hurt

William Hurt

Philip Allen

Timothy Hutton

Timothy Hutton

Thomas Wilson

Mark Ivanir

Mark Ivanir

Valentin Mironov #2

Gabriel Macht

Gabriel Macht

John Russell, Jr.

Lee Pace

Lee Pace

Richard Hayes

Joe Pesci

Joe Pesci

Joseph Palmi

Eddie Redmayne

Eddie Redmayne

Edward Wilson Jr.

John Sessions

John Sessions

Valentin Mironov #1/Yuri Modin

John Turturro

John Turturro

Raymond Brocco

Yelena Shmulenson

Yelena Shmulenson

Dollar Woman

Jack Martin

Jack Martin

Dollar Little Boy

Anne-Marie Cusson

Anne-Marie Cusson

Philip Allen's Secretary

Robert Bermudez Cordell

Robert Bermudez Cordell

Bay of Pigs Voiceover (voice)

David Crommett

David Crommett

Spanish Translator

Michael Arden

Michael Arden

Pinafore Actor

Justin Bohon

Justin Bohon

Pinafore Actor

Justin Daniel

Justin Daniel

Pinafore Actor

Michael Flanigan

Michael Flanigan

Pinafore Actor

John Hill

John Hill

Pinafore Actor

Will Reynolds

Will Reynolds

Pinafore Actor

Michael Seelbach

Michael Seelbach

Pinafore Actor

Ryan Michael Shaw

Ryan Michael Shaw

Pinafore Actor

Stephen Powell

Stephen Powell

HMS Pinafore Singer

Henry Gummer

Henry Gummer

Bonesman / Boatswain

Gregory Marcel

Gregory Marcel

Dancing Skeleton

Austin Williams

Austin Williams

Young Edward Wilson

Sophie Sutton

Sophie Sutton

Connie Wilson

Lars Gerhard

Lars Gerhard

Mr. Haupt

Tessa Kim

Tessa Kim

Mr. Haupt's Translator

Peter Kybart

Peter Kybart

Dr. Manheim

Rob Barnes

Rob Barnes

Man at Jazz Club

Lee Bryant

Lee Bryant

Mrs. John Russell, Sr.

Laila Robins

Laila Robins

Toddy Allen

Redman Maxfield

Redman Maxfield

Older Bonesman 1940

John C. Whitehead

John C. Whitehead

Reverend Collins

Jeff Skowron

Jeff Skowron

Deer Island Crooner 1940

Oleg Shtefanko

Oleg Shtefanko

Ulysses / Stas Siyanko

Meredith Deacon

Meredith Deacon

John Russell, Jr.'s Girlfriend

Josh Casaubon

Josh Casaubon

Army Man 1940

Christopher Evan Welch

Christopher Evan Welch

Photography Technical Officer

Tuc Watkins

Tuc Watkins

Sound Technical Officer

Leonard Logsdail

Leonard Logsdail

Tailor

Eric Lindh

Eric Lindh

Tailor Shop Guard

Trace Taylor

Trace Taylor

Cryptographer

Amanda Barron

Amanda Barron

Cryptographer

James Faulkner

James Faulkner

Lord Cooper

Robert Ian Mackenzie

Robert Ian Mackenzie

Cambridge Club Butler

Dieter Riesle

Dieter Riesle

Herr Franck

Sándor Técsy

Sándor Técsy

Sasha, Ulysses' Aide

Tommy Nelson

Tommy Nelson

Edward Wilson Jr. - Age 6-7

Greg Plitt

Greg Plitt

Guard with Sullivan

Marcos Cohen

Marcos Cohen

Dr. Ibanez

Jeff Applegate

Jeff Applegate

Michael Johnson

Jon Monett

Jon Monett

CIA Insect Man

Sandee Conrad

Sandee Conrad

Edward's Secretary

Jonathan Dokuchitz

Jonathan Dokuchitz

Husband Dinner Guest

Susan Haskell

Susan Haskell

Wife Dinner Guest

Sjoerd Dejong

Sjoerd Dejong

Santa Claus

Neal Huff

Neal Huff

Teletype Operations Officer

Jason Butler Harner

Jason Butler Harner

Teletype Communications Officer

Amy Wright

Amy Wright

Safe House Operations Officer

Matthew Humphreys

Matthew Humphreys

Cherry Orchard Actor

Karron Graves

Karron Graves

Cherry Orchard Actress

Robert C. Kirk

Robert C. Kirk

Laura's Taxi Driver

Reathel Bean

Reathel Bean

'Dame' Bonesman

Jerry Coyle

Jerry Coyle

'Dame' Bonesman

Wally Dunn

Wally Dunn

'Dame' Bonesman

Roger Rathburn

Roger Rathburn

'Dame' Bonesman

Michael Melvoin

Michael Melvoin

Piano Player

Glenn Kalison

Glenn Kalison

Telephone Operations Officer

John Knox

John Knox

Technical Service Officer

Benjamin Eakeley

Benjamin Eakeley

Bonesman 1960

Gino Cafarelli

Gino Cafarelli

Palmi's Bodyguard

Tommy DeVito

Tommy DeVito

Palmi's Bodyguard

Stefanie Nava

Stefanie Nava

Tina Palmi

Isabella Cimato

Isabella Cimato

Palmi's Granddaughter

Jimmy Marchese

Jimmy Marchese

Palmi's Grandson

Robert Prescott

Robert Prescott

Bonesman MC 1961

Bill McHugh

Bill McHugh

Reverend Christiansen

Ann Hampton Callaway

Ann Hampton Callaway

1961 Deer Island Singer

Christopher Druckman

Christopher Druckman

FBI Agent

Liya Kebede

Liya Kebede

Miriam

John Henry

John Henry

Philip Allen's Driver

Josh Pence

Josh Pence

Bonesman

Dave Payton

Dave Payton

College Student (uncredited)

Vladislav Kozlov

Vladislav Kozlov

Executioner (uncredited)